Iridium-containing organic electroluminescent material, preparation method and organic electroluminescent device thereof
a technology preparation methods, which is applied in the field of organic electroluminescent, can solve the problems of holding back the research of organic electroluminescent, and achieve the effects of facilitating the research and development of organic electroluminescent materials, and improving internal quanta efficiency and electroluminescent efficiency
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example 1
Iridium(III) bis[1-(4,6-difluorophenyl)-3-methyl-benzimidazole] (2-picolinic Acid)
[0051](1) Synthesis of Di-Bridge Compound Carrying Benzimidazole Substituted at 3-Position by Methyl
[0052]To a 50-mL round bottom flask wrapped in aluminum foil, 0.16 g of CuI (0.836 mmol), 1.20 g of benzimidazole (8.36 mmol) and 5.70 g of CeCO3 (17.50 mmol) were added in order, after supplying nitrogen for 15 min, 1 mL of 2,4-difluoroiodobenzene (8.36 mmol), 0.30 g of 1,10-phenanthroline (1.67 mmol) and 25 mL of anhydrous N,N-dimethylformamide (DMF) were added into the nitrogen flow to form reaction mixed liquid; continue supplying nitrogen into the reaction mixed liquor for 30 minutes, then the reaction was held at 110° C. in oil bath with stirring for 24 hours; after cooling the reaction mixed liquid to room temperature and treating by vacuum concentration, 10 mL of ethyl acetate was added to the concentrated liquor, followed by filtering step to remove precipitate, and then washing with 30 mL of et...
example 2
Iridium(III) bis[1-(4,6-difluorophenyl)-3-ethyl-benzimidazole] (2-picolinic Acid)
(1). The Synthesis of Di-Bridge Compound Carrying Benzimidazole Substituted at 3-Position by Ethyl is Accomplished by Referring to Methods Disclosed in Example 1
(2). Synthesis of iridium(III) bis[1-(4,6-difluorophenyl)-3-ethyl-benzimidazole] (2-picolinic Acid)
[0059]Under the protection of nitrogen, To a 50-mL three-neck round-bottom flask wrapped in aluminum foil, 0.7422 g of di-bridge compound carrying benzimidazole substituted at 3-position by ethyl (0.5 mmol), 0.1225 g of 2-picolinic acid (1.25 mmol), 0.636 g of Na2CO3 (6 mmol) and 30 mL of 1,2-dichloroethane were added in order, the reflux reaction was held for 16 hours with heating. After cooling to room temperature followed by decompression concentration, separating by silica gel column chromatography using mixed eluent of ethyl acetate and n-hexane (the volume ratio of ethyl acetate / n-hexane=2 / 3), at last, 0.4062 g of purified iridium(III) bis[1-...
example 3
Iridium(III) bis[1-(4,6-difluorophenyl)-3-propyl-benzimidazole] (2-picolinic Acid)
(1) The Synthesis of Di-Bridge Compound Carrying Benzimidazole Substituted at 3-Position by Propyl is Accomplished by Referring to Methods Disclosed in Example 1.
(2) Synthesis of iridium(III) bis[1-(4,6-difluorophenyl)-3-propyl-benzimidazole] (2-picolinic Acid)
[0062]Under the protection of nitrogen, to a 50-mL three-neck round-bottom flask wrapped in aluminum foil, 0.7702 g of di-bridge compound carrying benzimidazole which is substituted at 3-position by propyl (0.5 mmol), 0.1225 g of 2-picolinic acid (1.25 mmol), 0.636 g of Na2CO3 (6 mmol) and 30 mL 1,2-dichloroethane were added in order, the reflux reaction was held for 16 hours with heating. After cooling to room temperature followed by decompression concentration, separating by silica gel column chromatography using mixed eluent of ethyl acetate and n-hexane (the volume ratio of ethyl acetate / n-hexane=2 / 3), at last, 0.4729 g of purified iridium(II...
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